HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 24967620, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178524168 | HCID 178524168 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24967620 | HCID 24967620 | 58.8% |
Reaction Steps
To solution of 2-(4-adamantan-1-yl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid (44.8 mg, 0.11 mmol), dimethyl amine (0.4 mg, 0.23 mmol), EDC (44.1 mg, 0.23 mmol) and HOBt (31.3 mg, 0.23 mmol) in DMF 4.0 mL was added DIPEA (28.8 mg, 0.23 mmol, 0.04 ml). After stirring at room temperature, the mixture was partitioned between ethyl acetate and 10% HCl. The organic phase was washed with brine, dried (MgSO4 anh), and concentrated. The residue was purified by Prep-TLC (n-Hexane:EtoAc:MeOH=6:3:1) to give 2-(4-adamantan-1-yl-phenoxymethyl)-3H-benzoimidazole-5-carboxylic acid dimethylamide as a yellow solid (27.8 mg, 54.0% yield)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-5b31501d19bf4a7fab783d9d8e0965f3 |
| Source note | uspto-grants-2013_03 |